Misplaced Pages

Pivalonitrile

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
Pivalonitrile
Skeletal formula of pivalonitrile
Ball and stick model of pivalonitrile
Sample of pivalonitrile in a vial
Names
Preferred IUPAC name 2,2-Dimethylpropanenitrile
Other names
  • tert-Butyl cyanide
  • tert-Cyanobutane
  • 2-Cyano-2-methylpropane
  • Trimethylacetonitrile
  • tert-Butylnitrile
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 1361449
ChemSpider
ECHA InfoCard 100.010.122 Edit this at Wikidata
EC Number
  • 211-133-0
PubChem CID
UNII
UN number 3273
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5H9N/c1-5(2,3)4-6/h1-3H3Key: JAMNHZBIQDNHMM-UHFFFAOYSA-N
SMILES
  • CC(C)(C)C#N
Properties
Chemical formula C5H9N
Molar mass 83.134 g·mol
Appearance Colourless liquid
Density 752 mg mL
Melting point 15 °C (59 °F; 288 K)
Boiling point 106 °C (223 °F; 379 K)
Refractive index (nD) 1.3774
Thermochemistry
Heat capacity (C) 179.37 J K mol
Std molar
entropy (S298) 		232.00 J K mol
Std enthalpy of
formation (ΔfH298) 		−39.9 kJ mol
Std enthalpy of
combustion (ΔcH298) 		−3.2146–−3.2132 MJ mol
Hazards
GHS labelling:
Pictograms GHS02: Flammable GHS06: Toxic
Signal word Danger
Hazard statements H225, H301, H311, H331
Precautionary statements P210, P261, P280, P301+P310, P311
Flash point 4 °C (39 °F; 277 K)
Related compounds
Related alkanenitriles
Related compounds DBNPA
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Pivalonitrile is a nitrile with the semi-structural formula (CH3)3CCN, abbreviated t-BuCN. This aliphatic organic compound is a clear, colourless liquid that is used as a solvent and as a labile ligand in coordination chemistry. Pivalonitrile is isomeric with tert-butyl isocyanide but the two compounds do not exist in chemical equilibrium, unlike its silicon analog trimethylsilyl cyanide.

References

  1. "Pivalonitrile | C5H9N | ChemSpider". www.chemspider.com. Retrieved 19 August 2022.
  2. "Pivalonitrile - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 8 June 2012.
  3. Booth, M. R.; Frankiss, S. G. (1968). "Trimethylsilyl isocyanide". Chem. Commun. (21): 1347–1348. doi:10.1039/C19680001347.


Stub icon

This article about an organic compound is a stub. You can help Misplaced Pages by expanding it.

Categories: